(Author's note: first story, so would appreciate feedback. Thanks for reading.)
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I had anticipated Landon's engagement for years now - frankly, I was surprised it had taken him this long. Everyone had expected him and his girlfriend, Tara, to tie the knot before he finished law school. They seemed to be head over heels for each other from the get-go, but his excuse of wanting stability before marriage made sense.
Landon had always been a calculated person. A 5'11, sandy-haired dork with blue eyes that seemed to always be stuck on a document. Careful, intelligent, firm - it was why I first hated being his college roommate. While I had been there to learn how to get away with smoking in my dorm and argue with myself on whether or not to go to class, Landon was there to solidify his place at the top of the class and indirectly make everyone inferior.
I tried hard to keep on hating him, but what can I say? The guy grew on me after a year of rooming together. We both managed to walk out of college with degrees and a friendship of four years.
Landon also walked out with Tara, who came from a similar religious family as Landon's. They were adorable and catastrophically clichΓ© - Landon held the door for her, Tara maintained a respectful but charming tone with everyone, and they both lived fiercely by the purity rings on their fingers. In a way, I envied the commitment to each other, but it disappeared the first and only time I accepted their invite to Sunday mass. Surely they weren't expecting a college student to cough up his last five dollars for the week, right?
Tara respected my friendship with Landon, but the undertone of dislike was always there. I would catch her eye rolls at my stories or side glances whenever I invited Landon to hang out with our group of friends. I understood her wariness - I just barely passed my courses and might've risked alcohol poisoning one too many times, but I didn't think it warranted disliking me. Landon wasn't seduced by my irresponsibility. He was there for my stories, grabbing meals together, or going on runs. The occasional study session did help.
Despite this, we managed to stay peaceful enough to where we could coexist as Landon's girlfriend and best friend, long enough for him to propose and ask me to be his best man.
Was I supposed to decline? "About time!" I had told him. I was over at his apartment, which he would soon be sharing with Tara now that they were engaged. To make space, he was getting rid of some of his stuff, with some of it headed to my place.
"Do you know what that means?" Landon asked, removing his glasses to wipe sweat off his eyes. He had asked for my help with the boxes in exchange for pizza. I would've done it for free but hey, why not save on dinner? Turns out an art degree didn't lead to wealth most of the time. "You know, your responsibilities?"
I grabbed a slice from the box on his kitchen island. "I thought I just planned the bachelor party. I mean, I don't mind other stuff but I figured it was more of Tara's territory."
"It's my wedding too, you know," Landon replied, taking a plate of his own. He never liked eating food without dishes and a napkin. Sometimes I liked to steal his napkin when he wasn't looking. "I also don't want Tara to get overwhelmed."
"That's more of your job, isn't it?" I joked, receiving a sarcastic smile in response. "Seriously man, just tell me what you need. Ian and I are at your service."
At the mention of Ian's name, Landon's face fell. Ian and I had been dating for five months at the time, in my first relationship with a guy. I had come to terms with my bisexuality a year prior, which had only soured me further to Tara and surprisingly Landon. It made sense, I guess - the two were uber-Christian as is, but the brief reluctance from Landon had hurt. Luckily, it didn't keep us apart too long, but it did cut down on how often Tara saw me. I assumed Landon must've put up a fight to have me as his best man.
But back to Ian. I noticed Landon's change of note. "What? Don't tell me he can't come to the wedding. You like Ian."
"I do, that's not the problem," Landon clarified, "It's just... you guys haven't been dating for a long time. Tara wanted a destination wedding. What if there's money wasted on your behalf or something?"
Both Landon and Tara's families were loaded. Landon's parents loved me as far as I knew - were they always this stingy? "Dude, we can pay for our stuff just fine. Ian can cover his part."
"It's not about the money."
"You said money."
"I know! I mean-" Landon paused. He never let himself get carried away with his emotions - probably why he was already headed to becoming a partner in his firm. He was a genius... at least during trials. He took a deep breath before continuing. "Look, you know I want what's going on with you and Ian to work out fine, I just don't want you to mark him as a plus one and then let it be a grim reminder at the wedding if..."
"But... what if not?" I said, "What if we don't break up by then?"
We broke up a month later.
Thankfully, running errands for Landon and Tara kept me busy. The following six months were a blur of tux fittings, centerpiece pick-ups, and the creation of hundreds of invitations by hand. Apparently, the only thing Tara respected from me was my painting. To this day I feel ghost pains on my wrist from repainting the same flowers for six days straight.
In a shocking turn of events that surprised absolutely no one, Landon wanted a laid-back bachelor party.
"It's not like I was getting you a stripper," I spoke into my steering wheel one random afternoon. It was three months before the wedding and I was headed to my job. Pairing teaching wine and paint classes with my social personality led to a decent amount of money. "But seriously? No drinks? A night at a club? Not even a bar?"
"Heath-"
"Not even paintball or something?" I asked. Why was I catching every red light? "You're gonna take a group of thirty-year-olds who don't know each other and force them together to do what, read the bible?"
"Actually, Scott has done some sermons-"
"I don't care!" I interrupted. "How am I even supposed to plan this?"
After years of friendship, I knew Landon didn't drink. Or smoke. Or go out. God, he really was blessed to have found Tara. He was an antisocial encyclopedia with legs that only spoke when forced to. Had he not gone to countless Toastmasters meetings, I would've never believed he was a lawyer. But this all just complicated my task - how was I supposed to throw a bachelor party for the world's first human hermit crab?
"Plus, there's a bunch of guys in your party," I added. Landon's groomsmen party was made up of two of Tara's brothers, one of Landon's cousins, and four of our friends from college. Not ideal for a recluse like Landon, but Tara had kept the same five friends since childhood and had three cousins to match. "What if we go play golf?"
"What if we go to Parsons?"
I could've sworn I had misunderstood the phrase blaring from my car speakers. Parsons was a resort three hours away from our city, nestled in the high mountains and a getaway from anyone wanting to get wasted or lose money without judgment. They had the only rounded casino in miles, two bars and restaurants, and a bunch of mundane activities for anyone who didn't love gambling or hangovers. Classy enough for a second honeymoon but affordable enough for a couples' getaway.